A novel oxamide rearrangement

NP Peet, S Sunder, RJ Barbuch

Index: Peet, Norton P.; Sunder, Shyam; Barbuch, Robert J. Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 6 p. 1513 - 1518

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Citation Number: 4

Abstract

Abstract An efficient, base-induced rearrangement of 2-[(1, 2-dioxo-2-(methylamino) ethyl) phenylamino] benzoic acid methyl ester (7a) to the isomeric 2-[(1, 2-dioxo-2-(phenylamino) ethyl) methylamino] benzoic acid methyl ester (27a) is described. This novel rearrangement must proceed through a spiro intermediate wherein benzoate is acting as a Michael receptor. When 2-[(1, 2-dioxo-2-(methylamino) ethyl) methylamino] benzoic acid methyl ...